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Ruthenium catalyzed synthesis of 2,3-unsaturated C-glycosides from glycals.
Carbohydr Res. 2015 Apr 10; 406:86-92.CR

Abstract

A highly efficient and convenient C-glycosylation method was developed using ruthenium(III) chloride for the synthesis of 2,3-unsaturated C-glycosides. Various nucleophiles such as allyl trimethylsilane, triethylsilane, trimethylsilyl cyanide, trimethylsilyl azide and heterocycles such as thiophene and furan reacted smoothly with glycals in the presence of catalytic amount of ruthenium trichloride under mild reaction conditions.

Authors+Show Affiliations

D-207, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.D-207, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India.D-207, Discovery Laboratory, Organic and Biomolecular Chemistry Division, CSIR-Indian Institute of Chemical Technology, Hyderabad 500 007, India. Electronic address: skashyap@iict.res.in.

Pub Type(s)

Journal Article
Research Support, Non-U.S. Gov't

Language

eng

PubMed ID

25681998

Citation

Srinivas, Batthula, et al. "Ruthenium Catalyzed Synthesis of 2,3-unsaturated C-glycosides From Glycals." Carbohydrate Research, vol. 406, 2015, pp. 86-92.
Srinivas B, Reddy TR, Kashyap S. Ruthenium catalyzed synthesis of 2,3-unsaturated C-glycosides from glycals. Carbohydr Res. 2015;406:86-92.
Srinivas, B., Reddy, T. R., & Kashyap, S. (2015). Ruthenium catalyzed synthesis of 2,3-unsaturated C-glycosides from glycals. Carbohydrate Research, 406, 86-92. https://doi.org/10.1016/j.carres.2015.01.009
Srinivas B, Reddy TR, Kashyap S. Ruthenium Catalyzed Synthesis of 2,3-unsaturated C-glycosides From Glycals. Carbohydr Res. 2015 Apr 10;406:86-92. PubMed PMID: 25681998.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Ruthenium catalyzed synthesis of 2,3-unsaturated C-glycosides from glycals. AU - Srinivas,Batthula, AU - Reddy,Thurpu Raghavender, AU - Kashyap,Sudhir, Y1 - 2015/01/29/ PY - 2014/11/24/received PY - 2015/01/12/revised PY - 2015/01/20/accepted PY - 2015/2/16/entrez PY - 2015/2/16/pubmed PY - 2015/12/15/medline KW - C-glycosides KW - Ferrier glycosylation KW - Glycal KW - Ruthenium trichloride KW - Stereoselective synthesis SP - 86 EP - 92 JF - Carbohydrate research JO - Carbohydr. Res. VL - 406 N2 - A highly efficient and convenient C-glycosylation method was developed using ruthenium(III) chloride for the synthesis of 2,3-unsaturated C-glycosides. Various nucleophiles such as allyl trimethylsilane, triethylsilane, trimethylsilyl cyanide, trimethylsilyl azide and heterocycles such as thiophene and furan reacted smoothly with glycals in the presence of catalytic amount of ruthenium trichloride under mild reaction conditions. SN - 1873-426X UR - https://www.unboundmedicine.com/medline/citation/25681998/Ruthenium_catalyzed_synthesis_of_23_unsaturated_C_glycosides_from_glycals_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0008-6215(15)00022-1 DB - PRIME DP - Unbound Medicine ER -
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